RO79971B - Procedeu pentru prepararea 11, 17, 21-trihidroxi-pregna-4-en-3, 20-dionei - Google Patents
Procedeu pentru prepararea 11, 17, 21-trihidroxi-pregna-4-en-3, 20-dioneiInfo
- Publication number
- RO79971B RO79971B RO101762A RO10176280A RO79971B RO 79971 B RO79971 B RO 79971B RO 101762 A RO101762 A RO 101762A RO 10176280 A RO10176280 A RO 10176280A RO 79971 B RO79971 B RO 79971B
- Authority
- RO
- Romania
- Prior art keywords
- dione
- temperature
- pregna
- ene
- treated
- Prior art date
Links
- JYGXADMDTFJGBT-KZUKIWJVSA-N (8s,9s,10r,13s,14s,17r)-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1h-cyclopenta[a]phenanthren-3-one Chemical compound O=C1CC[C@]2(C)[C@H]3C(O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 JYGXADMDTFJGBT-KZUKIWJVSA-N 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 abstract 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 abstract 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 abstract 3
- 238000009835 boiling Methods 0.000 abstract 3
- 239000002184 metal Substances 0.000 abstract 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 abstract 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- VZCSUCBQWVHBED-KIWLAIFZSA-N CC(=O)OCC(=O)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC(O)[C@]4(C)[C@H]3CC[C@]12C Chemical compound CC(=O)OCC(=O)[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC(O)[C@]4(C)[C@H]3CC[C@]12C VZCSUCBQWVHBED-KIWLAIFZSA-N 0.000 abstract 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 abstract 1
- YSVZGWAJIHWNQK-UHFFFAOYSA-N [3-(hydroxymethyl)-2-bicyclo[2.2.1]heptanyl]methanol Chemical compound C1CC2C(CO)C(CO)C1C2 YSVZGWAJIHWNQK-UHFFFAOYSA-N 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- -1 enamine salt Chemical class 0.000 abstract 1
- 150000002081 enamines Chemical class 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 230000033444 hydroxylation Effects 0.000 abstract 1
- 238000005805 hydroxylation reaction Methods 0.000 abstract 1
- 229960002899 hydroxyprogesterone Drugs 0.000 abstract 1
- 230000000813 microbial effect Effects 0.000 abstract 1
- 150000007522 mineralic acids Chemical class 0.000 abstract 1
- ILJSQTXMGCGYMG-UHFFFAOYSA-N triacetic acid Chemical compound CC(=O)CC(=O)CC(O)=O ILJSQTXMGCGYMG-UHFFFAOYSA-N 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Steroid Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Se obtine 11, 17, 21 trihidroxipregna-4-en-3,20-diona cu formula I: (vezi formula) prin tratarea 17 alfa-hidroxiprogesteronei cu picrolidina în raport molar de circa 1:1 la temperatura de fierbere în mediu de metanol, apoi enamina rezultata este tratata cu acid anorganic, de preferinta acid percloric la temperatura de 15...20 degree C, obtinîndu-se sarea de enamina care este adusa în contact cu brom la temperatura de 30...33 degree C obtinîndu-se derivatul bromurat care este apoi supus încalzirii cu apa în prezenta de carbonat de metal alcalin la 30 degree C, obtinîndu-se dion-derivatul care este supus reactiei cu acetat de metal alcalin la temperatura de fierbere, obtinîndu-se 21-acetoxi-1x-hidroxi-pregna-4-en-3,20-diona, care este tratata cu anhidrida acetica la temperatura de fierbere, în prezenta de acid percloric sau acid p-toluensulfonic si acetat de etil, obtinîndu-se diacetatul si triacetatul corespunzatori care sunt supusi hidroxilarii în pozitia 11, prin tratament microbian, în mod cunoscut.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BG7945363A BG29777A1 (en) | 1979-07-24 | 1979-07-24 | Method for obtaining of steroid hormons with preguan skeleton |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RO79971B true RO79971B (ro) | 1983-01-30 |
| RO79971A RO79971A (ro) | 1983-02-01 |
Family
ID=3906663
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RO80101762A RO79971A (ro) | 1979-07-24 | 1980-07-19 | Procedeu pentru prepararea 11,17,21-trihidroxipregna-4-en-3,20-dionei |
Country Status (9)
| Country | Link |
|---|---|
| JP (1) | JPS5622797A (ro) |
| BG (1) | BG29777A1 (ro) |
| CS (1) | CS231563B1 (ro) |
| GR (1) | GR69192B (ro) |
| HU (1) | HU183182B (ro) |
| IN (1) | IN151353B (ro) |
| PL (1) | PL215749A1 (ro) |
| RO (1) | RO79971A (ro) |
| YU (1) | YU176780A (ro) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS58161979U (ja) * | 1982-04-20 | 1983-10-28 | 株式会社キト− | 小型捲上兼牽引装置 |
| US9677346B2 (en) | 2012-11-28 | 2017-06-13 | Ultra Premium Oilfield Services, Ltd. | Tubular connection with helically extending torque shoulder |
| US9869139B2 (en) | 2012-11-28 | 2018-01-16 | Ultra Premium Oilfield Services, Ltd. | Tubular connection with helically extending torque shoulder |
| CN103232514B (zh) * | 2013-04-28 | 2014-04-02 | 赵云现 | 醋酸可的松的制备方法 |
| CN103421070A (zh) * | 2013-08-30 | 2013-12-04 | 郑州大学 | 一种改进的孕甾烯类化合物c21-乙酰氧基化方法 |
-
1979
- 1979-07-24 BG BG7945363A patent/BG29777A1/xx unknown
-
1980
- 1980-07-08 GR GR62404A patent/GR69192B/el unknown
- 1980-07-09 YU YU01767/80A patent/YU176780A/xx unknown
- 1980-07-11 IN IN796/CAL/80A patent/IN151353B/en unknown
- 1980-07-15 CS CS805065A patent/CS231563B1/cs unknown
- 1980-07-17 HU HU801791A patent/HU183182B/hu unknown
- 1980-07-18 PL PL21574980A patent/PL215749A1/xx unknown
- 1980-07-19 RO RO80101762A patent/RO79971A/ro unknown
- 1980-07-24 JP JP10063080A patent/JPS5622797A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| IN151353B (ro) | 1983-04-02 |
| BG29777A1 (en) | 1981-02-16 |
| YU176780A (en) | 1984-02-29 |
| CS231563B1 (en) | 1984-12-14 |
| GR69192B (ro) | 1982-05-06 |
| PL215749A1 (ro) | 1981-04-24 |
| RO79971A (ro) | 1983-02-01 |
| HU183182B (en) | 1984-04-28 |
| JPS5622797A (en) | 1981-03-03 |
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